This happened several years ago, when I was a naive and inexperienced college boy grappling with his sexuality. To preface, I’d had an inkling for awhile that I was bi. An ex-girlfriend and I used to watch porn together and would frequently watch gay and lesbian sex (we later had a MFFM 4sum but that’s a different story on my page) and we’d even experimented with using anal beads and her dildo on me, which I confessed I loved.
Flash forward to college, I’d played with my ass a few more times and watched my share of gay porn but was still only hooking up with girls (or at least trying to).
It was a typical night out for an under-21 college kid. I went over to some friends house and we proceeded to get drunk. Around 10, we invited some girls over, and things eventually got out of hand, and soon they were having a full-blown house party. At that point, my night got a little fuzzy and I came to hearing my name as was drunkenly making out with a girl on the porch. It was my friends girlfriend telling me that I was needed to help take care of him.
After getting him to bed, I decided to call it quits for the night. I had been too drunk to remember what the girl I had previously been kissing looked like, so I didn’t even bother looking and went home for the night.
A couple hours later, it’s well past midnight and I’m sitting in bed with a raging hard-on. I had heard my roommates come home and go to bed in their own rooms nearly an hour before so, as I watched porn and fingered my ass, a thought occurred to me.
The summer prior, a openly gay friend had shown me and my other friends Grindr (this was when Tinder was first becoming a big deal), and how within minutes of creating an account he had received nudes and set up a date.
I was so horny and still slightly buzzing from the evening so I downloaded grindr and made my account. I like to think I’m okay looking (about 6 ft, slim athletic twink build) and within minutes, I had begun to receive messages. Even though I was just looking for a hookup, I still need to feel respected, so I disregarded most of the messages.
One guy however, caught my eye and I messaged him first. He was similar build and a little shorter than me with brown hair, a cute face, and a quite nice looking dick. I confirmed my roomates lights were out and doors closed and sent him my address.
I threw on a hoodie and pair of workout tights and waited for probably 10 min (which felt like hours) for the boy to show up. He texted me when he was outside and I went to meet him on the street. I was so relieved to see he looked exactly like his pictures. He said hi and I awkwardly said hi back before walking up and planting a kiss on his lips. He managed to hide any surprise and let his lips soften to meet mine. His chin slightly scratched against mine, which was a little different at first, but he was a good kisser and I quickly surrendered to his lead.
We crept upstairs and I closed my bedroom door behind him. He asked if I wanted to get a little high. He was really sweet and began stroking my back and legs as we say there and smoked. I was too horny to wait long though. He asked if he could use the bathroom. While he was gone I slipped off my tights and put on a Calvin thong I kept stashed in the back of my underwear drawer. It could barely contain my excitement and as he was returning, I seized my chance.
Meeting him in the middle of the room, I put my hands on his slim waist and looked him in the eyes. To my relief, he took control and grabbed me by the waist and pulled me in for a passionate kiss. My hands explored his body as we kissed, feeling his lean smooth body and tracing the lines down his waist. He pulled my hoodie over my head before removing his own clothes. Finally, we stood face to face and cock to cock, completely naked.
His dick could not have been more perfect for my first time, about 7 inches long and not too thick. I reached out and began to stroke him while we continued to kiss and explore each other’s bodies. I’d always been turned on by the thought of rubbing my cock against another and I soon found out. The boy grabbed my ass, pulling me in close to him, then gripping both of our cocks in his hand. The feeling of his hard dick running against mine sent waves of pleasure throughout my body and I moaned in to his neck.
I needed more. I began kissing down his body and dropped to my knees as he sat on the edge of the bed. Here I was, a totally “straight” guy, about to suck a dick for the first time. I did just that, sucking his dick and balls exactly how I’d always wanted girls to do it to me. He wasn’t overly forceful and let me do my share of exploring, which I loved. At one point, lifted his legs up, which I took as a sign to lick his ass. It was smooth and he moaned loudly as I jerked him of while my tongue was buried in his ass.
Finally taking a second to come up for air, I looked up and saw the lust in his eyes. Without a word, I slid on top of him, grinding my hips against his before climbing over and leaning against my headboard. I wiggled my ass and looked over my shoulder to see the boy using the lube I had left on my bedside table.
I told him to go slow as he began to penetrate my ass. Fortunately, the lube, my slight buzz, and the fingering I had given myself earlier must have been enough to keep me relaxed. He went slow at first while I adjusted to the new sensation and after a couple min, he was fully inside me. I let out an involuntary moan. It felt so good.
I reached back and pulled his lips to mine. I gasped for him to fuck me as we pulled apart and he began to do just that. He put his hands on my hips and neck while sliding in and out of me. Mot only did he feel amazing inside me, but the thought of submitting to another guy and feeling his lust building turned me on like crazy.
After a few min, he pulled out. I felt so empty and immediately turned around to face him. As I did, he grabbed my hips and flipped me on my back and lifting my legs up. He began fucking me again. I’d never felt such pleasure before and I hadn’t even touched my cock.
I began to feel waves of pleasure through my body before I started cumming. I cried out as I unload all over my stomach. He kept pounding me and after another min I could tell he was close. He said he was going to cum and pulled out. I bent forward and stuck out my tongue right as his first rope of cum hit my face. I made sure to catch the rest in my mouth and gently sucked the tip of his cock to make sure I got every last drop.
We smoked a little more and talked a like about things that turned us on. I kept finding myself reaching for his crotch and eventually started sucking his dick again. This time, he grabbed me by the back of the head and began fucking my mouth just to the point of gagging, then sliding out. He pulled me back on top and smacked my ass as I slid him back in me. That only made me try to ride him harder. He came in me this time, then cleaned up and left.
I never got his name and never saw him again.
Source: reddit.com/r/sexystories/comments/k7noor/mm_true_story_of_my_second_first_time
Very nice